A new structural class of S-adenosylhomocysteine hydrolase inhibitors

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Effective inhibitors of S-adenosylhomocysteine hydrolase hold promise towards becoming useful therapeutic agents. Since most efforts have focused on the development of nucleoside analog inhibitors, issues regarding bioavailability and selectivity have been major challenges. Considering the marine sponge metabolite ilimaquinone was found to be a competitive inhibitor of S-adenosylhomocysteine hydrolase, new opportunities for developing selective new inhibitors of this enzyme have become available. Based on the activities of various hybrid analogs, SAR studies, pharmacophore modeling, and computer docking studies have lead to a predictive understanding of ilimaquinone's S-adenosylhomocysteine hydrolase inhibitory activities. These studies have allowed for the design and preparation of simplified structural variants possessing new furanoside bioisosteres with 100-fold greater inhibitory activities than that of the natural product. (C) 2009 Published by Elsevier Ltd.
Publisher
PERGAMON-ELSEVIER SCIENCE LTD
Issue Date
2009-09
Language
English
Article Type
Article
Keywords

L-HOMOCYSTEINE HYDROLASE; POTENT INHIBITORS; MARINE SPONGE; ANALOGS; AVAROL; ILIMAQUINONE; VIRUS; (-)-ILIMAQUINONE; ILLIMAQUINONE; INACTIVATION

Citation

BIOORGANIC MEDICINAL CHEMISTRY, v.17, no.18, pp.6707 - 6714

ISSN
0968-0896
DOI
10.1016/j.bmc.2009.07.061
URI
http://hdl.handle.net/10203/98491
Appears in Collection
CH-Journal Papers(저널논문)
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